A long-term rental is considered to be an extended stay of more than 31 days. While some rentals by owner will be available for long-term stays during the summer or year-round, majority are available during the off-season (fall, winter and spring). Massachusetts Landlord Tenant Laws will apply.
We would love to open our home for a winter rental of 1-8 months. Rental rate ranges from $2000-$4000 per month plus utilities, depending on how many ...
Contact: Carrie and Tim, ID: 29389
Considered upon request: $10,000-$15,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.
Contact: Kathy, ID: 5527
Average $3900/month, October through May. Be a local -- the off season is magical!
Contact: Natalie, ID: 36944
Available upon request. For two months or more, monthly rent is $2,400 in the winter months (December, January, February, March); $3,800 / month in sp...
Contact: Mary, ID: 12150
Starting early January 2026, this property is available for long term rental around 3200 per month!
Contact: Allan and Jenn Peterson, ID: 19423
October through May is 2700. per month plus utilities.
Contact: Irene , ID: 30595
MONTHLY WINTER RENTAL **$1800-$2000 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in the...
Contact: Tammie, ID: 30995
September - May Rental $2900 - $3300 - Please ask for details.
Contact: Robbi Laak, ID: 4699
Prices range from $3000-$3500/mo depending on length of stay. Typical long-term availability runs from October through early April (with some flexibil...
Contact: Steve, ID: 37347
Open to longer terms rentals - $7,000-$8000/month
Contact: Bill, ID: 39756
October 2026 -May 20, 2027 $4000- $6000/month includes All utilities and wifi
Contact: Mary, ID: 39927
Available November 2026 - May 2027. $4,000 - $6,000/mo including utilities.
Contact: Jennifer Moore, ID: 40321
Off-season (October-March) available as long-term rental (generally monthly or longer). $4,500-$7,500/month depending on which utilities are included...
Contact: Jay, ID: 40479
Available for Long-term winter rentals - Cottage is NOT included since it is not winterized Price range from $3,400 to 4,000
Contact: Kim, ID: 18302
Available for monthly rental in the off-season $2,700 - $3,200, depending on utilities and/or timing.
Contact: Kevin, ID: 23333
Open for Winter season 10/1/26- 5/22/27 rental at $1900 / month plus utilities.
Contact: Laura and Jim, ID: 29274
Nov-April, $4,000/month utilities included (FYI - Rentals over 31 days are exempt from the 17.45% short-term rental tax)
Contact: Bill & Joy O'Connor, ID: 32564
Nov-April, $2,500/month utilities included (FYI - Rentals over 31 days are exempt from the 17.45% short-term rental tax)
Contact: Bill & Joy O'Connor, ID: 33217
Oct 2026 - May 2027. 4 Bedroom furnished home $2500/ mo. Less than 7 months negotiable. I pay for internet & trash. You would be responsible for gas ...
Contact: Marsha A., ID: 23933
Summer months $30,000 July and August. Winter months $4,500 October - May.
Contact: Sally, ID: 39873
Long-term rental is available off-peak season. $3,500-$5,000/mo Please inquire
Contact: Sandra Callahan, ID: 40897
Special pricing available upon request $3,500-$4,000/mo negotiable
Contact: Jen, ID: 40898
Contact owner for long-term rental. Monthly rate ranges from $2,000-$10,000 depending on season.
Contact: Christy Johnson, ID: 41031
Available Sept - May $2,200/mo
Contact: Kim, ID: 41231
Winter and long term rentals are welcome. Winter rental available Oct 1 until the end of May, but dates are flexible. Winter rental price $1900 a mo...
Contact: Jen, ID: 41836
This cottage is available October 1, 2026 - May 31, 2027 for monthly rentals or multi month rentals. $3000-$3500. Reach out for exact rates.
Contact: Jolene Doucette, ID: 41838
contact if interested in a summer of extended stay on the Cape Summer - 8500 Sholder season - $6000 Winter - TBD
Contact: Fred, ID: 41952
Available for long term rental September - May. $3000-$4000 per month.
Contact: Elizabeth, ID: 41823
We have rented this cottage the past two Winters, September through May and will consider shorter stays than May. Winter rent is $2200 including, ele...
Contact: Michelle, ID: 39312
Winter rental $1800/month WITH SIX MONTH lease. We do not rent by the month for the winter. The price is $1800 plus utilities. But you must commit to ...
Contact: Victoria Majewski, ID: 12130
Bargain winter rental for only $2,100/month for a large 4 bedroom waterfront home. November 1st until May 1st view the ocean and walk the beach. Celeb...
Contact: Candace Nattie, ID: 6521
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